CN106361798B - A kind of extracting method of Resin glycoside class compound - Google Patents
A kind of extracting method of Resin glycoside class compound Download PDFInfo
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- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/39—Convolvulaceae (Morning-glory family), e.g. bindweed
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- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K2236/333—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using mixed solvents, e.g. 70% EtOH
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- A61K2236/50—Methods involving additional extraction steps
- A61K2236/51—Concentration or drying of the extract, e.g. Lyophilisation, freeze-drying or spray-drying
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- A61K2236/50—Methods involving additional extraction steps
- A61K2236/53—Liquid-solid separation, e.g. centrifugation, sedimentation or crystallization
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/55—Liquid-liquid separation; Phase separation
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Abstract
The present invention relates to a kind of extracting methods of Resin glycoside class compound, belong to technical field of traditional Chinese medicines.The extracting method of the Resin glycoside class compound are as follows: by medicinal material sample carry out chloroform-water heating and refluxing extraction, then through methanol, chloroform successively be centrifuged removal precipitating, decoloration, through silica gel column chromatography, gel chromatography purify, drying to get.The present invention provides one kind can be in the method for the Resin glycoside in rapidly extracting convolvulaceous plant, and this method is easy to operate, and solvent usage is few, purity and high income, provides important references for Fast Purification Resin glycoside class compound.
Description
Technical field
The invention belongs to technical field of traditional Chinese medicines, are related to a kind of extracting method of Resin glycoside class compound.
Background technique
Resin glycoside is that Convolvulaceae is led a cow the main active of platymiscium, is a kind of middle medicinal substances being of great rarity, group
At mainly by the macrolide for having modified fatty acid, oligonucleotide chain and fatty acid to be formed, the sugar for forming oligonucleotide chain mainly has D-
Glucose (D-glucose), L- rhamnose (L-rhamnose) and D- fucose (D-fucose) and D- quinovose (D-
quinovose)；Fatty acid includes that modified fatty acid (on the different location for replacing glycosyl) and long chain fatty acids (form big ring
Lactone).There are mainly four types of the fatty acid for forming macrolide, Jalapinolic acid (jalapinic acid, i.e. 11S- hydroxyl-
Hexadecanoic acid), Convolvulinolic acid (convolvulinolic acid, i.e. 11S- hydroxyl-tetradecanoic acid), Ipurolic acid
(the bis- hydroxyl-tetradecanoic acids of 3S, 11S-) and the bis- hydroxy-palmitic acids of 3S, 11S-.Resin glycoside is generally by a fatty acid conduct
The monosaccharide of aglycon and different number, type forms lactone, and the variation and a variety of different substituents due to link position are esterified position
The variation set keeps Resin glycoside class compound structure various.
Chinese patent CN102766180B discloses the method for purification and its production of two active monomer compounds in kiss-me
The purposes of product, purification means mainly extract kiss-me with ethyl alcohol, and extract successively uses petroleum ether, ethyl acetate extraction, second
Acetoacetic ester extract uses the separation means such as silica gel column chromatography, medium pressure column chromatography, gel filtration chromatography again, separates from kiss-me
To two monomeric compounds (Quercetin 3-0- β-L- rhamnoside, Quercetin 5-O- β-D-Glucose glycosides).The invented technology stream
Journey operating unit is more, and using the lesser eluant, eluent of polarity, purifying velocity is slower.
The isolated tree from cypress vine seed is disclosed in International Journal of Triditional Chinese Medicine in November, 2012 o. 11th of volume 34
Lipolysaccharide glycosides and a kind of first news flash of new tetrahydrofuran derivatives, the separation method mentioned in article are repeatedly related to column chromatography point
From complicated for operation, the disadvantages of process flow is long.
Currently, since the organic matters solubility such as Resin glycoside and flavonoids, alkaloids and Anthraquinones is not much different, it is existing
Technology isolation technics purification be not thorough, the process is more complicated.Therefore, the resin of a kind of purity and high income is researched and developed out
The extracting method of glucoside compound is the problem of current research.
Summary of the invention
In order to solve the deficiencies in the prior art, the purpose of the invention is to provide a kind of rapidly extracting Resin glycoside classes
The method for closing object, can greatly save reagent and time, provide a kind of behaviour to extract Resin glycoside from convolvulaceous plant
Make universal method simple, at low cost.
The present invention provides a kind of extracting methods of Resin glycoside class compound, comprising the following steps:
S1 is slightly purified: convolvulaceous plant being cleaned and is dried, 15-25 mesh is crushed to, obtains coarse powder, added with chloroform-water mixed liquid
Circumfluence distillation, chloroform percent by volume is 80-100% in the chloroform-water mixed liquid, and extracting solution is concentrated under reduced pressure for filtering,
Freeze-drying obtains crude product A；
S2 removing impurity by means of precipitation: after crude product A addition methanol is completely dissolved, centrifugation takes supernatant to be concentrated under reduced pressure, cooling drying,
Fine powder is obtained, fine powder addition chloroform is completely dissolved, is centrifuged, takes supernatant B；
S3 decolorization: supernatant B is carried out active carbon decolorization 20-60 minutes, and filtrate decompression is concentrated for filtering,
Freeze-drying obtains powder C；
The purification of S4 essence: powder C is subjected to silica gel column chromatography, is mixed using chloroform-methanol mixed liquor or methylene chloride-methanol
Liquid elution, is collected eluent, eluent is concentrated under reduced pressure, gel chromatography is carried out after freeze-drying again, is eluted using methanol, is collected
The eluent of first and second column volumes, merge two column eluents, be concentrated under reduced pressure, freeze-drying to get.
Further, the solid-liquid ratio of chloroform-water mixed liquid dosage and coarse powder is 2-5ml:1g in the step S1.
Further, 1-3 hours each heating and refluxing extraction 1-3 times in the step S1.
Further, the methanol in the step S2 and crude product A liquid-solid ratio are 2-4ml:1g, chloroform and crude product A liquid-solid ratio
For 2-4ml:1g.
Further, the centrifugal condition in the step S2 are as follows: 600-1000 revs/min, be centrifuged 5-15 minutes.
Further, the granularity of activated carbon in the step S3 is 20-50 mesh.
Further, the silica gel column chromatography in the step S4 uses dry column-packing, described to mix sample silica gel and powder C weight
Than for 1-3:1, filling column silica gel and powder C weight ratio is 30-100:1, the silica gel granularity is 100-300 mesh.
Further, the volume ratio of chloroform and methanol is 30:1-5:1 in the chloroform-methanol mixed liquor.
Further, the volume ratio of methylene chloride and methanol is 30:1-5:1 in the methylene chloride-methanol mixed liquor.
Convolvulaceous plant mainly includes flavone compound, alkaloid compound, anthraquinone analog compound and Resin glycoside
Class compound.Test discovery is excluded, can quickly be mentioned using the extracting method of Resin glycoside class compound provided by the invention
The Resin glycoside class compound in convolvulaceous plant is taken, and using the extraction side of Resin glycoside class compound provided by the invention
The yield for the Resin glycoside class compound that method is extracted is greater than 2.65%, is a kind of mentioning for ideal Resin glycoside class compound
Take method.
Compared with prior art, the extracting method of Resin glycoside class compound provided by the invention, can greatly save
Reagent and time provide a kind of universal method easy to operate, at low cost to extract Resin glycoside from convolvulaceous plant.
Specific embodiment
The present invention is further illustrated below by embodiment, but is not limited to following embodiment.
Embodiment 1, a kind of extracting method of Resin glycoside class compound
S1 is slightly purified: white crane rattan being cleaned and is dried, 20 mesh is crushed to, obtains coarse powder, be heated to reflux and mentioned with chloroform-water mixed liquid
It takes, the dosage of the chloroform-water mixed liquid and the solid-liquid ratio of coarse powder are 4ml:1g, chloroform volume in the chloroform-water mixed liquid
Percentage is 90%, the heating and refluxing extraction 3 times, and 2 hours every time, filtering extracting solution was concentrated under reduced pressure, freeze-drying obtains
Crude product A；
S2 removing impurity by means of precipitation: after crude product A addition methanol is completely dissolved, the methanol and crude product A liquid-solid ratio are 3ml:1g,
It is centrifuged 10 minutes under conditions of 800 revs/min, supernatant is taken to be concentrated under reduced pressure, cooling drying obtains fine powder, chloroform is added in fine powder
It is completely dissolved, the chloroform and crude product A liquid-solid ratio are 3ml:1g, are centrifuged 10 minutes under conditions of 800 revs/min, take supernatant
Liquid B；
S3 decolorization: supernatant B is carried out active carbon decolorization 40 minutes, and the granularity of activated carbon is 40 mesh, mistake
Filter, filtrate decompression is concentrated, and freeze-drying obtains powder C；
The purification of S4 essence: powder C is subjected to silica gel column chromatography, mixes sample silica gel and powder C weight ratio in the silica gel column chromatography
For 2:1, fills column silica gel and powder C weight ratio is 70:1, the silica gel granularity is 200 mesh, is washed using chloroform-methanol mixed liquor
It is de-, eluent is collected, the volume ratio of chloroform and methanol is 25:1 in the chloroform-methanol mixed liquor, eluent is concentrated under reduced pressure,
Gel chromatography is carried out after freeze-drying again, is eluted using methanol, the eluent of the first and second column volumes is collected, merges two columns and washes
De- liquid, be concentrated under reduced pressure freeze-drying to get.
Embodiment 2, a kind of extracting method of Resin glycoside class compound
S1 is slightly purified: white crane rattan being cleaned and is dried, 15 mesh is crushed to, obtains coarse powder, be heated to reflux and mentioned with chloroform-water mixed liquid
It taking, the solid-liquid ratio of the chloroformic solution dosage and coarse powder is 2ml:1g, and the heating and refluxing extraction 1 time 3 hours every time, filters,
Extracting solution is concentrated under reduced pressure, freeze-drying obtains crude product A；
S2 removing impurity by means of precipitation: after crude product A addition methanol is completely dissolved, the methanol and crude product A liquid-solid ratio are 2ml:1g,
It is centrifuged 15 minutes under conditions of 600 revs/min, supernatant is taken to be concentrated under reduced pressure, cooling drying obtains fine powder, chloroform is added in fine powder
It is completely dissolved, the chloroform and crude product A liquid-solid ratio are 4ml:1g, are centrifuged 5 minutes under conditions of 1000 revs/min, take supernatant
Liquid B；
S3 decolorization: supernatant B is carried out active carbon decolorization 60 minutes, and the granularity of activated carbon is 20 mesh, mistake
Filter, filtrate decompression is concentrated, and freeze-drying obtains powder C；
The purification of S4 essence: powder C is subjected to silica gel column chromatography, mixes sample silica gel and powder C weight ratio in the silica gel column chromatography
For 3:1, fills column silica gel and powder C weight ratio is 30:1, the silica gel granularity is 100 mesh, is washed using chloroform-methanol mixed liquor
It is de-, eluent is collected, the volume ratio of chloroform and methanol is 30:1 in the chloroform-methanol mixed liquor, eluent is concentrated under reduced pressure,
Gel chromatography is carried out after freeze-drying again, is eluted using methanol, the eluent of the first and second column volumes is collected, merges two columns and washes
De- liquid, be concentrated under reduced pressure freeze-drying to get.
Embodiment 3, a kind of extracting method of Resin glycoside class compound
S1 is slightly purified: white crane rattan being cleaned and is dried, 25 mesh is crushed to, obtains coarse powder, be heated to reflux and mentioned with chloroform-water mixed liquid
It takes, the dosage of the chloroform-water mixed liquid and the solid-liquid ratio of coarse powder are 5ml:1g, chloroform volume in the chloroform-water mixed liquid
Percentage is 80%, the heating and refluxing extraction 2 times, and 1 hour every time, filtering extracting solution was concentrated under reduced pressure, freeze-drying obtains
Crude product A；
S2 removing impurity by means of precipitation: after crude product A addition methanol is completely dissolved, methanol and crude product A solid-to-liquid ratio in the step S2
It for 4ml:1g, is centrifuged 10 minutes under conditions of 1000 revs/min, supernatant is taken to be concentrated under reduced pressure, cooling drying obtains fine powder, will
Fine powder is added chloroform and is completely dissolved, and the chloroform and crude product A solid-to-liquid ratio are 2ml:1g, is centrifuged 15 under conditions of 600 revs/min
Minute, take supernatant B；
S3 decolorization: supernatant B is carried out active carbon decolorization 20 minutes, and the granularity of activated carbon is 50 mesh, mistake
Filter, filtrate decompression is concentrated, and freeze-drying obtains powder C；
The purification of S4 essence: powder C is subjected to silica gel column chromatography, mixes sample silica gel and powder C weight ratio in the silica gel column chromatography
For 1:1, fills column silica gel and powder C weight ratio is 100:1, the silica gel granularity is 300 mesh, is mixed using methylene chloride-methanol
Eluent is collected in liquid elution, and the volume ratio of methylene chloride and methanol is 5:1 in the methylene chloride-methanol mixed liquor, will be eluted
Liquid is concentrated under reduced pressure, and carries out gel chromatography after freeze-drying again, is eluted using methanol, collects the elution of the first and second column volumes
Liquid, merge two column eluents, be concentrated under reduced pressure freeze-drying to get.
Embodiment 4, a kind of extracting method of Resin glycoside class compound
S1 is slightly purified: sweet potato being cleaned and is dried, 20 mesh is crushed to, obtains coarse powder, be heated to reflux and mentioned with chloroform-water mixed liquid
It takes, the dosage of the chloroform-water mixed liquid and the solid-liquid ratio of coarse powder are 3ml:1g, and the heating and refluxing extraction 3 times, 1 is small every time
When, extracting solution is concentrated under reduced pressure for filtering, and freeze-drying obtains crude product A；
S2 removing impurity by means of precipitation: after crude product A addition methanol is completely dissolved, methanol and crude product A liquid-solid ratio in the step S2
It for 3ml:1g, is centrifuged 10 minutes under conditions of 800 revs/min, supernatant is taken to be concentrated under reduced pressure, cooling drying obtains fine powder, will be thin
Powder is added chloroform and is completely dissolved, and the chloroform and crude product A liquid-solid ratio are 4ml:1g, is centrifuged 10 under conditions of 1000 revs/min
Minute, take supernatant B；
S3 decolorization: supernatant B is carried out active carbon decolorization 20 minutes, and the granularity of activated carbon is 50 mesh, mistake
Filter, filtrate decompression is concentrated, and freeze-drying obtains powder C；
The purification of S4 essence: powder C is subjected to silica gel column chromatography, mixes sample silica gel and powder C weight ratio in the silica gel column chromatography
For 2:1, fills column silica gel and powder C weight ratio is 60:1, the silica gel granularity is 200 mesh, using methylene chloride-methanol mixed liquor
Eluent is collected in elution, and the volume ratio of methylene chloride and methanol is 20:1 in the methylene chloride-methanol mixed liquor, will be eluted
Liquid is concentrated under reduced pressure, and carries out gel chromatography after freeze-drying again, is eluted using methanol, collects the elution of the first and second column volumes
Liquid, merge two column eluents, be concentrated under reduced pressure freeze-drying to get.
Embodiment 5, a kind of extracting method of Resin glycoside class compound
S1 is slightly purified: cypress vine being cleaned and is dried, 20 mesh is crushed to, obtains coarse powder, be heated to reflux and mentioned with chloroform-water mixed liquid
It takes, the dosage of the chloroform-water mixed liquid and the solid-liquid ratio of coarse powder are 5ml:1g, and the heating and refluxing extraction 3 times, 2 is small every time
When, extracting solution is concentrated under reduced pressure for filtering, and freeze-drying obtains crude product A；
S2 removing impurity by means of precipitation: after crude product A addition methanol is completely dissolved, methanol and crude product A liquid-solid ratio in the step S2
It for 3ml:1g, is centrifuged 10 minutes under conditions of 800 revs/min, supernatant is taken to be concentrated under reduced pressure, cooling drying obtains fine powder, will be thin
Powder is added chloroform and is completely dissolved, and the chloroform and crude product A liquid-solid ratio are 2ml:1g, and 10 points are centrifuged under conditions of 800 revs/min
Clock takes supernatant B；
S3 decolorization: supernatant B is carried out active carbon decolorization 20 minutes, and the granularity of activated carbon is 50 mesh, mistake
Filter, filtrate decompression is concentrated, and freeze-drying obtains powder C；
The purification of S4 essence: powder C is subjected to silica gel column chromatography, mixes sample silica gel and powder C weight ratio in the silica gel column chromatography
For 2:1, fills column silica gel and powder C weight ratio is 70:1, the silica gel granularity is 200 mesh, is mixed using chloroform-methanol mixed liquor
Eluent is collected in liquid elution, and the volume ratio of chloroform and methanol is 15:1 in the chloroform-methanol mixed liquor, and eluent is depressurized
Concentration, is carried out gel chromatography again, is eluted using methanol after freeze-drying, collect the eluent of the first and second column volumes, is merged
Two column eluents, be concentrated under reduced pressure freeze-drying to get.
Comparative example 1, a kind of extracting method of Resin glycoside class compound
Extracting method is different: the methanol heating and refluxing extraction for being 90% with percent by volume in the step S1, remaining step
It is rapid similar to Example 1.
Comparative example 2, a kind of extracting method of Resin glycoside class compound
Extracting method is different: the ethyl alcohol heating and refluxing extraction for being 90% with percent by volume in the step S1, remaining step
It is rapid similar to Example 1.
Comparative example 3, a kind of extracting method of Resin glycoside class compound
Extracting method is different: the dosage of the chloroform-water mixed liquid and the solid-liquid ratio of coarse powder are 8ml:1g, remaining step with
Embodiment 1 is similar.
The qualitative test of test example one, Resin glycoside class compound
1, subjects: the product that embodiment 1-5 is extracted.
2, flavone compound, alkaloid and Anthraquinones test method: are carried out to the product that embodiment 1-5 is extracted
Close the detection test of object and sugar, polysaccharide and glycoside.
2.1, reaction is known in flavones inspection: a small amount of magnesium powder is added in the methanol solution that embodiment 1-5 extracts resulting product, and
A few drop concentrated hydrochloric acids are added dropwise.
2.2, reaction is known in alkaloid inspection: extracting in resulting product in embodiment 1-5 and Dragendorff's reagent is added.
2.3, reaction is known in alkaloid inspection: embodiment 1-5 is extracted in resulting product and Mayer's reagent is added.
2.4, reaction is known in alkaloid inspection: extracting in resulting product in embodiment 1-5 and Wagner's reagent is added.
2.5, reaction is known in alkaloid inspection: extracting in embodiment 1-5 and tungstosilicic acid reagent is added in resulting product.
2.6, reaction is known in anthraquinone inspection: extracting in embodiment 1-5 and magnesium acetate methanol solution is added in resulting product.
2.7, reaction is known in sugar, polysaccharide and glycoside inspection: extracting in embodiment 1-5 and Molish reagent is added in resulting product.
3, test result:
3.1, flavones inspection knowledge reaction: red is presented in hydrochloric acid-magnesium powder reaction, rutin positive control solution hydrochloric acid-magnesium powder reaction,
Negative controls redfree, product obtained in embodiment 1-5, which carries out brass inspection, to be known reaction also redfree generates, it was demonstrated that product is not
Contain flavone compound.
3.2, reaction: bismuth potassium iodide reaction is known in alkaloid inspection, and the reaction of Berberine hydrochloride positive control solution bismuth potassium iodide occurs
Brown color precipitating, without precipitating, product obtained in embodiment 1-5 carries out bismuth potassium iodide reaction and also produces without precipitating negative controls
It is raw, it was demonstrated that product does not contain alkaloid compound.
3.3, reaction: potassium mercuric iodide reaction is known in alkaloid inspection, and the reaction of Berberine hydrochloride positive control solution potassium mercuric iodide occurs
Off-white color precipitating, without precipitating, product obtained in embodiment 1-5 carries out potassium mercuric iodide reaction and also produces without precipitating negative controls
It is raw, it was demonstrated that product does not contain alkaloid compound.
3.4, reaction is known in alkaloid inspection: iodine-potassium iodide reaction, Berberine hydrochloride positive control solution iodine-potassium iodide reflect
Existing tan precipitate, without precipitating, product obtained in embodiment 1-5 carries out iodine-potassium iodide reaction and also produces without precipitating negative controls
It is raw, it was demonstrated that product does not contain alkaloid compound.
3.5, reaction: tungstosilicic acid reaction is known in alkaloid inspection, and class occurs in the reaction of Berberine hydrochloride positive control solution bismuth potassium iodide
White precipitate, without precipitating, product obtained in embodiment 1-5 carries out tungstosilicic acid reaction and also generates without precipitating negative controls.Card
Bright product does not contain alkaloid compound.
3.6, anthraquinone inspection knowledge reaction: orange red, feminine gender is presented in magnesium acetate reaction, the reaction of rheum emodin positive control solution magnesium acetate
For comparison liquid without orange red, embodiment 1-5 product carries out magnesium acetate reaction also without orange red generation.Prove that product does not contain Anthraquinones
Compound.
3.7, reaction: Molish reaction is known in sugar, polysaccharide and glycoside inspection, and glucose positive control solution Molish reaction occurs purple
Red ring, without purplish red colour circle, embodiment 1-5 product carries out Molish reaction and aubergine ring occurs negative controls.Prove product
In contain sugar, polysaccharide and glycoside class compound.
According to the qualitative analysis to product in embodiment 1-5, contain in the product of process purification provided by the invention
Resin glycoside class compound, and do not contain the similar organic matter flavone compound of other properties, alkaloid and Anthraquinones
Object is closed, illustrates that the product that the present invention purifies is Resin glycoside class compound, and purity is higher.
The yield measurement test of test example two, Resin glycoside class compound
1, subjects: what embodiment 1, embodiment 2, embodiment 3, comparative example 1, comparative example 2 and the extraction of comparative example 3 obtained
Resin glycoside class compound.
2, test method: take 20g white crane rattan using embodiment 1, embodiment 2, embodiment 3, comparative example 1, comparative example 2 and right
The extracting method of ratio 3 extracts the Resin glycoside class compound of white crane rattan, weighs the substance after extracting, calculates Resin glycoside class
The yield of compound.
3, test result:
Test result is as shown in table 1.
The yield of 1 Resin glycoside class compound of table measures test
As shown in Table 1, the extracting method high income of Resin glycoside class compound provided by the invention, receives and reaches
2.65 ‰, above, it is most preferred embodiment that the yield of embodiment 1, which is 2.84 ‰,.
The above-described embodiments merely illustrate the principles and effects of the present invention, and is not intended to limit the present invention.It is any ripe
The personage for knowing this technology all without departing from the spirit and scope of the present invention, carries out modifications and changes to above-described embodiment.Cause
This, institute is complete without departing from the spirit and technical ideas disclosed in the present invention by those of ordinary skill in the art such as
At all equivalent modifications or change, should be covered by the claims of the present invention.
Claims (7)
1. a kind of extracting method of Resin glycoside class compound, which comprises the following steps:
S1 is slightly purified: convolvulaceous plant being cleaned and is dried, 15-25 mesh is crushed to, obtains coarse powder, heated back with chloroform-water mixed liquid
Stream extracts, and the percent by volume of chloroform is 80-100% in the chloroform-water mixed liquid, and extracting solution is concentrated under reduced pressure for filtering, cold
It is lyophilized dry, obtains crude product A；
S2 removing impurity by means of precipitation: after crude product A addition methanol is completely dissolved, centrifugation takes supernatant to be concentrated under reduced pressure, and cooling drying obtains carefully
Fine powder addition chloroform is completely dissolved, is centrifuged, obtains supernatant B by powder；
S3 decolorization: supernatant B is carried out active carbon decolorization 20-60 minutes, and filtrate decompression is concentrated for filtering, is freezed
It is dry, obtain powder C；
The purification of S4 essence: powder C is subjected to silica gel column chromatography, is washed using chloroform-methanol mixed liquor or methylene chloride-methanol mixed liquor
It is de-, eluent is collected, eluent is concentrated under reduced pressure, gel chromatography is carried out after freeze-drying again, is eluted using methanol, collects first
With the eluent of the second column volume, merge two column eluents, be concentrated under reduced pressure, freeze-drying to get；
The volume ratio of chloroform and methanol is 30:1-5:1 in the chloroform-methanol mixed liquor；
The volume ratio of methylene chloride and methanol is 30:1-5:1 in the methylene chloride-methanol mixed liquor；
The convolvulaceous plant is white crane rattan, sweet potato or cypress vine.
2. the extracting method of Resin glycoside class compound according to claim 1, which is characterized in that chlorine in the step S1
The solid-liquid ratio of imitative-water mixed liquid and coarse powder is 2-5ml:1g.
3. the extracting method of Resin glycoside class compound according to claim 1, which is characterized in that add in the step S1
Circumfluence distillation 1-3 times, it is 1-3 hours each.
4. the extracting method of Resin glycoside class compound according to claim 1, which is characterized in that in the step S2
The liquid-solid ratio of methanol and crude product A are 2-4ml:1g, and the liquid-solid ratio of chloroform and crude product A are 2-4ml:1g.
5. the extracting method of Resin glycoside class compound according to claim 1, which is characterized in that in the step S2
Centrifugal condition are as follows: 600-1000 revs/min, be centrifuged 5-15 minutes.
6. the extracting method of Resin glycoside class compound according to claim 1, which is characterized in that in the step S3
Granularity of activated carbon is 20-50 mesh.
7. the extracting method of Resin glycoside class compound according to claim 1, which is characterized in that in the step S4
Silica gel column chromatography uses dry column-packing, mixes sample silica gel and powder C weight ratio is 1-3:1, the dress column silica gel and powder C weight ratio
For 30-100:1, the silica gel granularity is 100-300 mesh.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63196523A (en) * | 1987-02-10 | 1988-08-15 | Takeda Chem Ind Ltd | Preventive and remedy for protozoological disease |
| CN101058592A (en) * | 2006-04-21 | 2007-10-24 | 蒋和国 | Method of preparing alkyl glycoside from sweet potato starch |
| CN102558386A (en) * | 2012-01-18 | 2012-07-11 | 河南科技学院 | Method for extracting pectin from sweet potato dregs |
| CN103497223B (en) * | 2013-09-13 | 2015-08-05 | 中国人民解放军第二军医大学 | Glucoside compound contained in a kind of Root of coastal Glehnia and its preparation method and application |
| CN105669787A (en) * | 2016-03-15 | 2016-06-15 | 普正药业股份有限公司 | Method for extracting ring olivil 9-glycoside from eucommia bark |
-
2016
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63196523A (en) * | 1987-02-10 | 1988-08-15 | Takeda Chem Ind Ltd | Preventive and remedy for protozoological disease |
| CN101058592A (en) * | 2006-04-21 | 2007-10-24 | 蒋和国 | Method of preparing alkyl glycoside from sweet potato starch |
| CN102558386A (en) * | 2012-01-18 | 2012-07-11 | 河南科技学院 | Method for extracting pectin from sweet potato dregs |
| CN103497223B (en) * | 2013-09-13 | 2015-08-05 | 中国人民解放军第二军医大学 | Glucoside compound contained in a kind of Root of coastal Glehnia and its preparation method and application |
| CN105669787A (en) * | 2016-03-15 | 2016-06-15 | 普正药业股份有限公司 | Method for extracting ring olivil 9-glycoside from eucommia bark |
Non-Patent Citations (2)
| Title |
|---|
| Characterization of an Anti-tuberculosis Resin Glycoside from the Prairie Medicinal Plant Ipomoea leptophylla;Curtis C. Barnes 等;《J. Nat. Prod》;20031231;第66卷;第1457-1462页 |
| 一类新型大环内醋一树脂糖昔的研究进展;卢寿福 等;《有机化学》;19971231;第17卷;第488一497页 |
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